HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 78076410, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-(Aminomethyl)benzonitrile | HCID 82608 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | 1-Benzyl-1H-pyrazole-4-carboxylic acid | HCID 6483876 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 78076410 | HCID 78076410 | — |
Reaction Steps
20.8 g of 1-benzylpyrazole-4-carboxylic acid was reacted with 1 equivalent of 4-(aminomethyl)benzonitrile, in the presence of 1.1 equivalents of oxalyl chloride, 3 equivalents of triethylamine in dichloromethane at room temperature for 3 h. The product was then reacted with hydroxylamine hydrochloride (3 equivalents) in ethanol at 80° C. for 3 h. The target compound (17.5 g) was obtained as a off-white powder following solvent removal by evaporation. Purity assessed by HPLC was 98.7%, and mass was verified by LC/MS/MS (predicted m+1=350.2, obtained m+1=350.2). 1H-NMR (DMSO): δ 4.39-4.40 (2H), 5.34 (2H), 5.76 (2H), 7.25-7.30 (4H), 7.34-7.36 (3H), 7.59-7.62 (2H), 7.91 (1H), 8.27 (1H), 8.63 (1H), 9.57 (1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08691861B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-699f605422a94c74bfdbe8d1a5e90a76 |
| Source note | uspto-grants-2014_04 |